Chemistry of Nitrosamines, V.-Syntheses of α-Functional N-Nitrosodialkylamines: Thioethers and Dithiocarbamates
The in vivo reaction products of electrophilic compounds with glutathione are excreted as S-alkyl-N-acetylcysteins (mercapturates) after enzymatic degradation.The results clearly show that mercapturates as 1-substituted N-nitrosodialkylamines 11 are chemically stable enough to be isolated and characterized.The reactions of 1-chloro-N-nitrosodialkylamines 5 with 3,4-dichlorothiophenol, ethanethiol, and N,N-diethyldithiocarbamate illustrate the high tendency of formation of 1-thiosubstituted nitrosamines.
Rugewitz-Blackholm, Beate,Wiessler, Manfred
p. 583 - 588
(2007/10/02)
Synthesis of n-alkyl-n-(1-hydroxyperoxyalkyl)nitrosamines by oxygenation of lithiated dialkylnitrosamines
N-Alkyl-N(1-hydroperoxyalkyl)nitrosamines were synthesized from N,N-dialkylnitrosamines by lithiation with lithium diisopropylamide, followed by oxygenation with oxygen in good yields.